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From Massive Losses to Million-Dollar Wins: Shakil Prasla’s Journey of Entrepreneurship

Capitalism.com with Ryan Daniel Moran

Release Date: 12/10/2025

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In this episode, Shakil Prasla details his riveting journey from scraping together personal loans to make his first big bet, to seeing multi-million-dollar failures and ultimate success. Shakil Prasla candidly discusses his transition from e-commerce to acquiring over 30 businesses, managing a diverse portfolio of gas stations, convenience stores, and real estate. Learn how he built a system around optimizing efficiency, minimizing risk, and the importance of finding the right people for the right roles. This insightful conversation also touches on overcoming massive financial setbacks, the emotional toll of failure, and the importance of family and mental health. Discover the strategies that led to Shakil Prasla’s recovery and ultimate success, as well as how he finds meaning and excitement in his entrepreneurial pursuits.

 

00:00 The Big Bet: From $200 to $10 Million

00:13 The Rise and Fall of a Glove Empire

00:54 Luxury Cars and Lifestyle

01:15 From Poverty to Prosperity: Shakil Prasla's Journey

02:33 Building a Business Empire

03:56 Secrets to Managing Multiple Businesses

05:57 The Real Estate Strategy

07:36 E-commerce Success Stories

10:56 The Challenge Coin Success

30:22 The Gloves Gamble: A Cautionary Tale

45:30 Cashflow Issues and Acquisitions

46:44 Overcoming Setbacks and Staying Positive

49:27 The Drive for Relevance and Success

51:32 Evaluating Goals and Motivations

53:50 Lessons from Failures and Successes

56:08 The Importance of Time and Freedom

57:32 Strategies for Buying Businesses

01:03:34 The Role of People in Business Success

01:09:00 Maintaining and Growing Businesses

01:14:56 Finding Meaning Beyond Financial Success

01:19:38 Reflections and Future Plans